CHI - SIN

$417 Find Cheap Flights from Chicago to Singapore

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Singapore departing on 4/27. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Singapore

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Singapore.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Singapore.
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Everything you should know

Cheapest round-trip
$929
Typical prices: $1,055-$715
Air Canada
Tue 9/1Tue 9/29
ORD - SIN • 1 stop
Cheapest one-way
$417
Typical prices: $507-$640
Etihad Airways
Mon 4/27
ORD - SIN • 1 stop
Top airlines
Cheapest • from $929 (round-trip)
Best reviews • 8.5 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Chicago and Singapore. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $1,350 (round-trip)
Shortest trip • 22h 25m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 25% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
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Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Singapore (CHI-SIN)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Singapore that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Singapore

Tue, Sep 1 - Tue, Sep 29
Air Canada Logo
3:40 pm - 5:15 am
ORD
-
SIN
24h 35m
1 stop
Air Canada Logo
7:00 am - 2:48 pm
SIN
-
ORD
20h 48m
1 stop
$929Air Canada
Tue, Sep 1 - Tue, Sep 29
Air Canada Logo
3:40 pm - 5:15 am
ORD
-
SIN
24h 35m
1 stop
Air Canada Logo
7:00 am - 8:12 pm
SIN
-
ORD
26h 12m
2 stops
$933Air Canada
Tue, Sep 1 - Tue, Sep 29
Air Canada Logo
11:05 am - 5:15 am
ORD
-
SIN
29h 10m
2 stops
Air Canada Logo
7:00 am - 8:12 pm
SIN
-
ORD
26h 12m
2 stops
$936Air Canada
Wed, Sep 2 - Wed, Sep 9
Air Canada Logo
7:54 pm - 5:15 am
ORD
-
SIN
44h 21m
2 stops
Air Canada Logo
6:15 am - 7:51 am
SIN
-
ORD
38h 36m
2 stops
$955Air Canada
Sun, Sep 6 - Sun, Sep 27
Air Canada Logo
7:45 pm - 5:15 am
ORD
-
SIN
68h 30m
2 stops
Air Canada Logo
7:00 am - 5:05 am
SIN
-
ORD
35h 05m
2 stops
$963Air Canada
Thu, Apr 23 - Thu, May 14
Turkish Airlines Logo
8:10 pm - 5:55 pm
ORD
-
SIN
32h 45m
1 stop
Turkish Airlines Logo
10:25 am - 9:40 am
SIN
-
ORD
36h 15m
1 stop
$997Turkish Airlines
Tue, Sep 1 - Tue, Sep 29
Delta Logo
9:20 am - 5:00 am
MDW
-
SIN
30h 40m
2 stops
Delta Logo
7:30 am - 9:46 pm
SIN
-
MDW
27h 16m
2 stops
$1,228Delta
Wed, May 6 - Tue, May 12
Delta Logo
6:00 am - 5:00 am
MDW
-
SIN
34h 00m
2 stops
Delta Logo
1:25 am - 4:12 pm
SIN
-
MDW
27h 47m
2 stops
$1,303Delta
Tue, Oct 6 - Sun, Oct 11
Multiple Airlines Logo
8:40 pm - 12:35 pm
MDW
-
SIN
26h 55m
2 stops
Multiple Airlines Logo
1:45 pm - 5:45 am
SIN
-
MDW
29h 00m
2 stops
$1,352Multiple Airlines
Sun, Sep 20 - Sun, Sep 27
Multiple Airlines Logo
8:35 pm - 11:55 am
MDW
-
SIN
26h 20m
2 stops
Multiple Airlines Logo
3:20 pm - 5:50 am
SIN
-
MDW
27h 30m
2 stops
$1,402Multiple Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Singapore flights

Get data-powered insights and trends into flights from Chicago to Singapore to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to Singapore?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Singapore departing in September.

What is the cheapest month to fly from Chicago to Singapore?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Singapore, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Singapore is September, where tickets cost $851 (return) on average. On the other hand, the most expensive months are December and July, where the average cost of round-trip tickets is $1,944 and $1,442 respectively.

How far in advance should I book a flight from Chicago to Singapore?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Singapore, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Singapore, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 1 week before departure.

Good to know

Low seasonApril
Cheapest flight$417
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 72% increase in price.
Flight from Chicago O'Hare Airport to Singapore

When to book flights from Chicago to Singapore

Are your dates flexible? Find out the best times to travel from Chicago to Singapore based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Singapore

  • Where is the yoga room at ORD?

    If you’d like to stretch as you wait for your flight to Singapore, you can visit O'Hare's yoga room located near the Urban Garden in the terminal 3 rotunda. Once you’re done with your practice, you can shower at the Hilton Athletic Club between terminal 2 and the parking garage. It’s worth noting that to access this club, you’ll part with some cash.

  • Does ORD have interesting destinations worth checking out?

    Yes, it does. While waiting for your flight to Singapore, you should check out the Urban Garden near the mezzanine level of the terminal 3 rotunda. The garden features over 26 plant varieties and is the perfect place to calm your nerves before a long flight.

  • Where can I get a wheelchair in SIN?

    Once you land at SIN, you can request a wheelchair at the airport’s customer service counters and information centers. Alternatively, to have a wheelchair waiting for you at the gate upon arrival, inform your airline at least 72 hours before the flight and they will make arrangements for you.

  • What are the layover options for flights from ORD to SIN?

    There are various layover destinations between Chicago and Singapore. San Francisco is one of the most preferred on this route. It mainly serves Singapore Airlines flights on the route. Incheon is another popular destination. It mainly serves Korean Airlines flights traveling from ORD to SIN.

  • What is the cheapest flight from Chicago to Singapore?

    In the last 3 days, the lowest price for a flight from Chicago to Singapore was $417 for a one-way ticket and $929 for a round-trip.

  • Do I need a passport to fly between Chicago and Singapore?

    Yes, you’ll need a passport to travel to Singapore from Chicago.

  • Which airports will I be using when flying from Chicago to Singapore?

    Chicago has 2 major airports: Chicago Midway and Chicago O'Hare Intl. Singapore Changi is the only airport in Singapore. You’ll usually find the cheapest deals if you fly from Chicago O'Hare Airport.

  • Which aircraft models fly most regularly from Chicago to Singapore?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Singapore?

    SkyTeam, oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Singapore, with SkyTeam being the most commonly used for this route.

  • What is the most popular layover when flying to Singapore from Chicago?

    Hong Kong is the most popular layover city among KAYAK users traveling from Chicago to Singapore.

  • Which is the best airline for flights from Chicago to Singapore, EVA Air or ANA?

    The two airlines most popular with KAYAK users for flights from Chicago to Singapore are EVA Air and ANA. With an average price for the route of $1,978 and an overall rating of 8.5, EVA Air is the most popular choice. ANA is also a great choice for the route, with an average price of $1,228 and an overall rating of 8.4.

  • How does KAYAK find such low prices on flights from Chicago to Singapore?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Singapore.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Singapore?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Singapore from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Singapore?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Singapore with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Singapore?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Singapore from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Singapore

  • Chicago has two airports, O’Hare International Airport (ORD) and Chicago Midway International Airport (MDW). All flights to Singapore leave from the O'Hare International Airport, which is the busier of the two airports. On your travel date, make sure to arrive at ORD at least 2 hours ahead of your departure time to give yourself enough time to get through the check-in and security lines.
  • When waiting for your flight to Singapore at ORD, you can enjoy relaxing beauty and spa services at XpresSpa. Located near gate M10 in terminal 5, this spa prides itself on having well-trained and adequately experienced professionals. It's the perfect way to relax before a long international flight.
  • If you need to charge your laptop or electronic devices, ORD has several power stations you can visit. In terminal 1 they are situated near gates B4, B12, B19, C15, and C28, while in terminal 2, they are situated near gates E8 and F2. Terminal 3’s power stations are near gates G9, H12, K12, and L10 and terminal 5’s are near gates M4, M7, and M13.
  • At Singapore Changi International Airport (SIN) there are various sculptures you can check out both before and after security in terminal 3. Make sure you stop by the world’s largest sculpture, the Kinetic Rain, in terminal 1. It's the perfect spot for a welcome-to-Singapore selfie!
  • If you would like to rent a car at SIN, you can easily do so at SIN's rental counters in the arrivals hall. There are several dependable car rental agencies to choose from like Avis, Budget, and Hertz. These car rental agencies are normally in operation from 7 am – 11 pm daily.

Reviews of the top 5 airlines serving from Chicago to Singapore

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Singapore. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Singapore? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.5
EVA AirOverall score based on 1401 reviews
8.0Entertainment
8.4Boarding
8.1Food
8.7Crew
8.3Comfort
Airline reviews

The flight from SEA to Taipei was on a Boeing 787-10. Economy seats were unacceptably cramped and the seats themselves were old and lacking cushion. I'm only 5'3" and couldn't cross my legs as my knees were up against the seat in front of me! I could not get WiFi to work most of the time on both flights and crew were invisible except to serve meals. The onboard entertainment also did not work reliably and was very hard to hear through the provided earbuds. The Asian vegetarian meals were interesting. I hope they can provide a fully vegan option though these meals seemed to be already. I appreciate their providing these meals options for vegans. I don't think I'll fly a 787-10 if I can help it. It was the definition of a sardine can in Economy.

6.0 GoodChristine, Apr 2026
SEA - TPE
Read more EVA Air reviews

The flight from SEA to Taipei was on a Boeing 787-10. Economy seats were unacceptably cramped and the seats themselves were old and lacking cushion. I'm only 5'3" and couldn't cross my legs as my knees were up against the seat in front of me! I could not get WiFi to work most of the time on both flights and crew were invisible except to serve meals. The onboard entertainment also did not work reliably and was very hard to hear through the provided earbuds. The Asian vegetarian meals were interesting. I hope they can provide a fully vegan option though these meals seemed to be already. I appreciate their providing these meals options for vegans. I don't think I'll fly a 787-10 if I can help it. It was the definition of a sardine can in Economy.

My luggage was lost and didnt arrive in manila yesterday. And until now im still waiting for the confirmation if my luggage is teady for pick up in terminal 1

I always preferred EVA air every time I visit Philippines. It’s just this time that I have to be very early to make sure that I don’t miss my flight due to TSA problem. There’s only one choice of food serve which you use to have 2 on our flight from Taiwan to Philippines . Otherwise I will still use EVA air in my future flight.

Service was great. Flight schedule was on time. Staffs are friendly.

Overall was good but it would be good if the airline is providing snack such as sandwich or instant noodle between meals for LA to Taipei

Amazing customer service. BUT!! It would be nice if the flight attendants SMILE a little more, I know they are doing their job, but it is importantly to smile back and be warm to passengers. Nobody is trying to hit on them, it’s just being polite. So, please Taiwanese flight attendants: SMILE MORE WHEN YOU INTERACT WITH PAYING CUSTOMERS

It was easy going check in was easy and pretty fast entertainment was up to date on movies and food was ok

Premium Economy seats were more comfortable than other airlines I have recently been on. Great staff. Food was unremarkable.

From checking at the airport to end of flights, attentive and caring personnel, comfortable seating, great food. I plan on using EVA again. Thank you, all.

Very nice, I feel I got good value for the price.

when i ask for help all the crew members had a look like why are you calling me? very terse and rude.

Good service and food. However, we paid over $400 for aisle seats for my disabled husband and me, and we were given window and middle seats. This was dangerous for our health condition on such a long flight. We needed to stand up and walk around frequently, but we were stuck in our seats. Please give us a refund of our seat payment since you chose not to honor our request.

Very bad Instead 22 hour it take me more that 35 hour to arrive from Los Angeles to Phuket and they changed my flight in Hong Kong to Shanghai china and in order to get my bag I was forced to vet china visa entrry

There could have been more options on the entertainment section Nothing was available for non English speaking passengers

I didn't have much experience with Cathay Pacific airlines because of delay and missed connections, the bulk of the trip was on Japan Airlines.

Flight delayed first from bad weather, then after boarding there was a problem with the plane. We had to get off and onto another plane...connections were missed and the trip took an additional 10 hours!! Pre-paid seatting was not honored due ro last minute carrier changes. Most of the trip was on Japan Airline.

Crew and food were great in-flight. We had a 2 hour delay, no communication, and just got left in a limbo. The crew arrived late and they were running checkouts on the plane (which is important, but why not doing it earlier?) Cathay did nothing to about the delay, and a lot of people missed their connection flights. I had to run and got stuck at checkpoint, which made my entire trip very unpleasant. Got to my gate 5 mins prior to them closing it.

My flight was suppose to be at 7:45pm to fly but it didnt fly out until 8:55 to dallas so then all of my other flights was late and delay ihad to wait at the airport for extra 14 hours to be able to get on a different plane

There were delays at boarding and landing. These events resulted in a tight transfer time in HK. Poor signage for transfers. Finally, lost luggage at final destination.

It was good. The planes needed to be updated though, they were dated and the entertainment systems were old. Service was amazing. The pre-booked meals were lacklustre.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

The boarding timing needs to be improved. The flight was delayed again because it took way too long to board. I was already exhausted from sleeping at the airport and spending all day there due to delay from my previous flight that connected in Chicago.

Great until we got to FRA. The next trip leg we were put in Business Class where seats had minimal padding!!!! They were awful and United Airlines needs to have their Lufthansa partner up their game or I won’t fly with them again!!

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

Terrible, if possible won't be flying again anytime soon!

Efficient boarding and early departure. Very smooth flight. Early arrival in ATL. Great flight.

Smooth and easy boarding, comfortable for the entire 5 hour flight, and the seat back entertainment was great! I appreciated all the features, from location info and maps, movies, the ability to connect with Bluetooth headphones, and good selection of movies. Food was good, normal airline snacks (I didn’t purchase anything)

Awful. No counter attendants. No dinner offered due to delays.

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

The seats seems abit small and the reclining is too much, the seat in front of me came back too much and made it uncomfortable for me.

As a first time flyer with Turkish Airlines. My experience was very good due to the factor that there were to many passengers on the my first flight compared to my connecting flight. However, I know that nothing is perfect and all companies are trying to accommodate their passengers to the best way possible. I will always say, a FEW INCHES will go LONG WAY. That's something all airliners should consider, and not only the money aspect!!! A long time commitment is better than one time service! Thank you

Flight was delayed. While standing at the gate, a note appeared on the sign saying the gate had changed to a gate far away. No member of the Turkish airlines team got on the microphone to instruct passengers to go to the other gate, to ignore the chiron, etc. Finally, the message disappeared. Eventually, the flight began to board. Very slowly. More slowly than I experience with other airlines. Though Istanbul may just be slow . . . In all other ways, great flight, great entertainment (top notch movies), great service, excellent food, comfortable lie-flat seat, dimmed lights, etc.

Staff at the airport wasn't helpful or friendly. Probably the worst airport experience I have ever had, going and coming. The staff on the plane was better. Still not super friendly or personable. However, they were not rude like airport staff. They ran out of certain menu items. Maybe could have been prepared better? Overall just ok.

It was a pleasant experience. In flight entertainment could have been better

The desk crew at the LAX crew could do better. A girl named Mahesi was very abrasive and unfriendly. She needs a better customer service uproar.

It was peaceful excited We enjoyed it always Turkish peaceful excited

Istanbul to Lahore flight was less than standard for international business class cabins. Seat did not were not flat and it did not operate easily. I had to push buttons hard repeatedly to operate the seat. I was in 5A seat

IAH to Istanbul was outstanding across the board. The flight from Istanbul to Male was good, not great.

the cabin was kept too hot. couldn't sleep as a result

Flight home was delayed multiple times, did not get home until 2am

the check-in lady at ORD was extremely rude and unprofessional. very disappointed as it was supposed to be a celebration for my wife's birthday and it really put a damper on things. if i wanted to be treated like trash, i would have flown Economy! (as opposed to business class)

My original flight was cancelled and then rebooked four hours later on a recovery flight, but I was checked in as stanby and had no seats so as a family of four we were concerned about not being seated altogether. Our flight then got delayed by another 1.5 hours and when seats were assigned at the gate, three of the four of us were together and we could get my wife closer, they offered no assistance.

I bought a ticket from Kayak. When I got to the airport, the was no ticket. I had to pay 5X to get to my destination. No response received from Kayak. I will NEVER use them again.

My wallet was stolen while I was sleeping on the plane.

Good boarding but extremely cold temperature in both flights (60 F!).

The whole plane smelled and felt old. The seats were very uncomfortable. Multiple delays. Extra fees.

Very rude gate attendants in San Francisco who didn’t let me bring my little carry on (smaller than usual size) and after boarding I realized that there still were a lot of overhead compartment space (like a full section available in some spots). That made me lose 30 minutes at my destination at 1am and it could have broken something fragile that I had in it

The most uncomfortable flight I’ve ever been on. I’m only 5,4” and barely had enough room to exist, couldn’t even fully relax my shoulders. Not sure why they bother with snacks. Half a coke and a single cookie?? Wow. Purchasable food looked gross too. Remember when airlines used to treat you like a human being?

Departed Palm Springs over an hour late because there’s only one gate, and it has always delayed by the arriving and departing flight to Toronto and the arriving flight from Vancouver.

Everything you need to know for your flight from Chicago to Singapore

Information on your arrival and departure airports